Principal Software Engineer, Full-Stack, Remote Job

Ollie was born with the mission of improving the lives of pets and pet parents nationwide. We make human-grade pet food, tailored for each dog’s nutritional needs, and deliver directly to our customers’ doors. Through Ollie’s carefully crafted meals and health services for members, dogs can truly live their healthiest, happiest lives.

 

As a member of our growing team, you’ll take part in a company culture that cares deeply about its work and its team members.

Ollie is seeking a Principal Software Engineer, within our Core Platform team, who thrives in a small team and is excited to learn from teammates in a collaborative environment. This position is great for you if you are a curious, collaborative, and open-minded engineer. You have built and used many APIs before, and know the pitfalls and challenges involved with supporting and scaling them in the real world. You are someone who loves programming and is passionate about making a better product. You use AI tools to boost your productivity and knowledge while maintaining strict quality control over its outputs. You enjoy delivering reliable, performant, well-tested code that powers all your clients!

 

This is a remote role based in the Northeast U.S., with monthly in-person co-working sessions.

The position collaborates across the organization and reports to the Senior Technical Lead, Platform

What You'll Do:

  • Design, build, and maintain APIs, interfaces, and technical infrastructure that power Ollie’s subscription platform.

  • Contribute to all stages of the software development lifecycle- from planning to implementation, deployment, and maintenance.

  • Collaborate closely with engineers and product managers in an agile environment to deliver high-quality, impactful features.

  • Develop and integrate 3rd-party services to enhance functionality and improve the customer experience.

  • Write reliable, performant, and well-tested code that scales with our growing business.

  • Continuously improve existing systems through refactoring, performance optimization, and automation.

  • Participate in code reviews, knowledge sharing, and technical discussions to uphold best practices and foster team learning.

  • Troubleshoot production issues and help maintain a stable and resilient platform.

  • Stay curious- explore new tools, technologies, and techniques to improve developer experience and product quality.

Who You Are:

  • You have 7+ years of professional experience building applications in a Python framework (Django, Flask, etc.)

  • You have 10+ years of experience building API systems, including technologies such as REST, OAuth2 and integrations with 3rd party services using REST APIs and JSON

  • You have an understanding and professional experience working in a Javascript frontend framework (React, Angular, Etc.)

  • You have an understanding of and professional experience using a relational database (PostgreSQL, MySQL, etc.) including SQL language.

  • You have strong technical knowledge and deep understanding of time/maintainability/quality trade-offs

  • You have experience writing unit tests

  • You have experience with using version control (git, svn, etc.)

  • You have excellent communication & collaboration skills

  • You have experience using AI models and tooling (Claude code, Cursor, etc)

  • You’re a self-starter, positive and excited to work with a small dedicated team

  • You are passionate about using technology to streamline business processes

Bonus Points if:

  • You’re a dog owner or lover

  • You have experience with Django

  • You have experience with React

  • You have experience with NodeJS

  • You have experience with Shopify

  • You have experience documenting with JSON Schema and OpenAPI

  • You have experience with Docker/Containerization

  • You are a master prompt writer

  • You are an open source community contributor

What You'll Get:

  • Competitive salary

  • Sponsored 401k program with employer match up to 4%

  • Comprehensive health coverage including medical, dental and vision

  • Unlimited vacation policy that you're encouraged to use

  • Paid parental leave

  • 1-week paw-ternity leave for new dog parents

  • Free Ollie subscription

  • Inspiring pack members!

What We Value:

 

Keeping Dogs At The Heart

Our profound love for dogs unites us and drives and inspires every aspect of our business. We wholeheartedly believe dogs make us better in life and at work.

 

Being Courageous And Kind

We create a safe, inclusive space for everyone to show up as their authentic selves. We check our egos at the door and speak our minds. We embrace diverse backgrounds and perspectives as they bring new and different ideas and ways of working together.

 

Setting New Standards

We believe in continually raising the bar, never settling for less than our best as a team and individuals. We keep improving from the quality of our products to our customer experience to how we work.

 

Making Ollie The Best Chapter

We are building an impactful business while making memorable experiences with one another. We celebrate our successes, learn from our failures, and enjoy our collective journey. Our time at Ollie should be a milestone in our careers.

 

If you'd like to stand out, tell us in your cover letter why you're interested in joining Ollie and how your skills match the responsibilities detailed in this posting.

 

Ollie embraces diversity and equal opportunity. We're committed to building a team that represents a variety of backgrounds, perspectives, and skills. Ollie is an equal opportunity employer and does not discriminate on the basis of race, national origin, gender, gender identity, sexual orientation, protected veteran status, disability, age, or other legally protected status. For individuals with disabilities who would like to request an accommodation, please include that in your application.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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